ATE276231T1 - NITROXY DERIVATIVES OF (R) AND (S)-CARNITINE - Google Patents
NITROXY DERIVATIVES OF (R) AND (S)-CARNITINEInfo
- Publication number
- ATE276231T1 ATE276231T1 AT00951861T AT00951861T ATE276231T1 AT E276231 T1 ATE276231 T1 AT E276231T1 AT 00951861 T AT00951861 T AT 00951861T AT 00951861 T AT00951861 T AT 00951861T AT E276231 T1 ATE276231 T1 AT E276231T1
- Authority
- AT
- Austria
- Prior art keywords
- carnitine
- derivatives
- formula
- nitroxy derivatives
- nitroxy
- Prior art date
Links
- PHIQHXFUZVPYII-LURJTMIESA-N (S)-carnitine Chemical compound C[N+](C)(C)C[C@@H](O)CC([O-])=O PHIQHXFUZVPYII-LURJTMIESA-N 0.000 title abstract 2
- -1 NITROXY DERIVATIVES OF (R) Chemical class 0.000 title 1
- PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical class C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 206010002383 Angina Pectoris Diseases 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 208000031225 myocardial ischemia Diseases 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/22—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated the carbon skeleton being further substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/16—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions not involving the amino or carboxyl groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/30—Preparation of optical isomers
- C07C227/32—Preparation of optical isomers by stereospecific synthesis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Cardiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Heart & Thoracic Surgery (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Carnitine derivatives of formula (I) are described in racemic and/or optically active form, as well as the process for their preparation and their use as pharmaceutical anti-angina active ingredients for the treatment of ischaemic heart disease.Also described is a process for producing the (R)-carnitine enantiomer from (S)-carnitine (or vice versa), using the derivatives of formula (I).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT1999RM000508A IT1306184B1 (en) | 1999-08-05 | 1999-08-05 | NITRILOSSI DERIVATIVES OF (R) AND (S) -CARNITINE. |
| PCT/IT2000/000325 WO2001010819A1 (en) | 1999-08-05 | 2000-07-31 | Nitroxy derivatives of (r) and (s)-carnitine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE276231T1 true ATE276231T1 (en) | 2004-10-15 |
Family
ID=11406927
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT00951861T ATE276231T1 (en) | 1999-08-05 | 2000-07-31 | NITROXY DERIVATIVES OF (R) AND (S)-CARNITINE |
Country Status (16)
| Country | Link |
|---|---|
| US (2) | US6395923B2 (en) |
| EP (1) | EP1224161B1 (en) |
| JP (1) | JP2003506429A (en) |
| KR (1) | KR100772205B1 (en) |
| AT (1) | ATE276231T1 (en) |
| AU (1) | AU6470400A (en) |
| CA (1) | CA2379047A1 (en) |
| CZ (1) | CZ20025A3 (en) |
| DE (1) | DE60013876T2 (en) |
| DK (1) | DK1224161T3 (en) |
| ES (1) | ES2226896T3 (en) |
| HU (1) | HUP0203034A3 (en) |
| IT (1) | IT1306184B1 (en) |
| PT (1) | PT1224161E (en) |
| SK (1) | SK287134B6 (en) |
| WO (1) | WO2001010819A1 (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ITRM20010456A1 (en) | 2001-07-26 | 2003-01-27 | Sigma Tau Ind Farmaceuti | PROCEDURE FOR THE PREPARATION OF (R) - O (S) - AMMINOCARNITINE INTERNAL SALT, ITS SALTS AND ITS DERIVATIVES. |
| US8466187B2 (en) | 2007-09-18 | 2013-06-18 | Thermolife International, Llc | Amino acid compositions |
| US12612370B2 (en) | 2011-03-02 | 2026-04-28 | Thermolife International, Llc | Amino acid compositions |
| EP3595584A1 (en) | 2017-03-17 | 2020-01-22 | AMO Groningen B.V. | Diffractive intraocular lenses for extended range of vision |
| CA3096256A1 (en) | 2018-04-06 | 2019-10-10 | Amo Development, Llc | Methods and systems for changing a refractive property of an implantable intraocular lens |
| EP3855944A4 (en) * | 2018-10-29 | 2022-06-29 | Lonza Consumer Health Inc. | Method and composition for increasing the bioavailability of carnitine |
| US10703707B2 (en) | 2018-11-07 | 2020-07-07 | Industrial Technology Research Institute | Method for preparing nitrate ester |
| JP2024541338A (en) | 2020-11-12 | 2024-11-08 | サーモライフ インターナショナル, エルエルシー | Methods for increasing blood oxygen saturation |
| AU2022220004A1 (en) | 2021-02-11 | 2023-08-17 | Thermolife International, Llc | A method of administering nitric oxide gas |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3830931A (en) * | 1972-11-06 | 1974-08-20 | Felice S De | Carnitine and its use in the treatment of arrhythmia and impaired cardiac function |
| US5214166A (en) * | 1986-11-29 | 1993-05-25 | The United States Of America As Represented By The Secretary Of The Navy | Method of synthesizing nitrato alkyl oxetanes |
| CH679856A5 (en) * | 1990-07-04 | 1992-04-30 | Lonza Ag | |
| IT1256705B (en) * | 1992-12-21 | 1995-12-12 | Sigma Tau Ind Farmaceuti | PROCEDURE FOR THE PREPARATION OF L - (-) - CARNITINE FROM A WASTE PRODUCT WITH OPPOSITE CONFIGURATION. |
| IT1261231B (en) * | 1993-04-08 | 1996-05-09 | Sigma Tau Ind Farmaceuti | IMPROVED PROCEDURE FOR THE PREPARATION OF L - (-) - CARNITINE FROM A WASTE PRODUCT WITH OPPOSITE CONFIGURATION. |
| IT1261489B (en) * | 1993-07-29 | 1996-05-23 | Sigma Tau Ind Farmaceuti | PROCEDURE FOR THE PRODUCTION OF R AMMINOCARNITINA AND S AMMINOCARNITINA. |
| HUP0002925A3 (en) * | 1997-06-11 | 2002-11-28 | Isis Pharma Gmbh | Novel pentaerythrite derivatives, the production and use thereof and intermediate products for the synthesis of the same |
-
1999
- 1999-08-05 IT IT1999RM000508A patent/IT1306184B1/en active
-
2000
- 2000-07-31 SK SK175-2002A patent/SK287134B6/en not_active IP Right Cessation
- 2000-07-31 EP EP00951861A patent/EP1224161B1/en not_active Expired - Lifetime
- 2000-07-31 AU AU64704/00A patent/AU6470400A/en not_active Abandoned
- 2000-07-31 ES ES00951861T patent/ES2226896T3/en not_active Expired - Lifetime
- 2000-07-31 PT PT00951861T patent/PT1224161E/en unknown
- 2000-07-31 CZ CZ20025A patent/CZ20025A3/en unknown
- 2000-07-31 KR KR1020027001592A patent/KR100772205B1/en not_active Expired - Fee Related
- 2000-07-31 DE DE60013876T patent/DE60013876T2/en not_active Expired - Lifetime
- 2000-07-31 CA CA002379047A patent/CA2379047A1/en not_active Abandoned
- 2000-07-31 HU HU0203034A patent/HUP0203034A3/en unknown
- 2000-07-31 DK DK00951861T patent/DK1224161T3/en active
- 2000-07-31 AT AT00951861T patent/ATE276231T1/en not_active IP Right Cessation
- 2000-07-31 JP JP2001515286A patent/JP2003506429A/en active Pending
- 2000-07-31 WO PCT/IT2000/000325 patent/WO2001010819A1/en not_active Ceased
-
2001
- 2001-03-13 US US09/804,270 patent/US6395923B2/en not_active Expired - Fee Related
-
2002
- 2002-04-11 US US10/119,954 patent/US6548693B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DE60013876T2 (en) | 2005-09-29 |
| KR100772205B1 (en) | 2007-11-01 |
| DK1224161T3 (en) | 2005-01-24 |
| JP2003506429A (en) | 2003-02-18 |
| DE60013876D1 (en) | 2004-10-21 |
| KR20020025213A (en) | 2002-04-03 |
| ITRM990508A1 (en) | 2001-02-05 |
| PT1224161E (en) | 2005-01-31 |
| US20010011074A1 (en) | 2001-08-02 |
| EP1224161A1 (en) | 2002-07-24 |
| HUP0203034A3 (en) | 2003-11-28 |
| SK287134B6 (en) | 2010-01-07 |
| US6548693B2 (en) | 2003-04-15 |
| IT1306184B1 (en) | 2001-05-30 |
| CZ20025A3 (en) | 2002-07-17 |
| WO2001010819A1 (en) | 2001-02-15 |
| US20020119965A1 (en) | 2002-08-29 |
| AU6470400A (en) | 2001-03-05 |
| ITRM990508A0 (en) | 1999-08-05 |
| PL358333A1 (en) | 2004-08-09 |
| EP1224161B1 (en) | 2004-09-15 |
| HUP0203034A2 (en) | 2003-02-28 |
| CA2379047A1 (en) | 2001-02-15 |
| ES2226896T3 (en) | 2005-04-01 |
| SK1752002A3 (en) | 2002-06-04 |
| US6395923B2 (en) | 2002-05-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| UEP | Publication of translation of european patent specification |
Ref document number: 1224161 Country of ref document: EP |
|
| REN | Ceased due to non-payment of the annual fee |